Weed control composition

ABSTRACT

The present invention relates to a composition comprising crystal of flumioxazin which shows a powder X-Ray diffraction pattern having diffraction peaks with 2θ values (°) shown in Table 1 of the specification, the pattern being obtained by CuKα rays diffraction analysis, and one or more herbicidal compounds selected from the group B-1, B-2, B-3, B-4, B-5, B-6, B-7, B-8, B-9, B-10, B-11 and B-12 described in the specification. According to the present invention, a wide range of weeds can be controlled in a crop field, land under perennial crops, or non-crop land.

CROSS-REFERENCE TO RELATED APPLICATIONS

This application is a Divisional of co-pending application Ser. No.14/099, 565 filed on Dec. 6, 2013, all of which are hereby expresslyincorporated by reference into the present application.

FIELD OF THE INVENTION

The present invention relates to a weed control composition.

DESCRIPTION OF THE RELATED ART

Many compounds are known as herbicides in order to control weeds. Also,flumioxazin is known as a herbicide.

PRIOR ART DOCUMENT Non-Patent Documents

Non-patent Document 1:Crop Protection Handbook, vol. 97 (2011) MeisterPublishing Company, ISBN:1-892829-23-1)

SUMMARY OF THE INVENTION

It is an object of the present invention to provide a weed controlcomposition having high herbicidal effect against weeds.

The inventors of the present invention have made earnest studies to finda weed control composition having high herbicidal effect against weedsand, as a result, found that a composition obtained by combiningspecified herbicides has high herbicidal effect against weeds. Thisfinding has led to completion of the present invention.

The present invention is as follows.

[1] A composition comprising crystal of flumioxazin which shows a powderX-Ray dif f raction pattern having dif fraction peaks with 2θ values (°)shown in Table 1,

said pattern being obtained by CuKa rays diffraction analysis,

TABLE 1 2θ value (°)  9.8 ± 0.1 11.4 ± 0.1 12.7 ± 0.1 13.8 ± 0.1 16.0 ±0.1 16.4 ± 0.1 16.7 ± 0.1and one or more herbicidal compounds selected from the group B:

Group B:

B-1. Acetolactic acid synthase inhibitors;

B-2. Acetyl CoA carboxylase inhibitors;

B-3. Protoporphyrinogen IX oxidase inhibitors;

B-4.4-Hydroxyphenylpyrubicaciddioxygenaseinhibitors;

B-5. Phytoene desaturase inhibitors;

B-6. Photosystem II inhibitors;

B-7. Very-long-chain fatty acid synthesis inhibitors;

B-8. Tubulin synthesis inhibitors;

B-9. Auxin type herbicides;

B-10. Enolpyruvylshikimate phosphate synthase inhibitors;

B-11. Glutamine synthetase inhibitors; and

B-12. Other herbicides.

[2] The weed control composition according to [1], wherein the compoundof the group B is the following compound:

B-1. Acetolactic acid synthase Inhibitors:

Pyrithiobac, pyrithiobac-sodium salt, pyriminobac, pyriminobac-methyl,bispyribac, bispyribac sodium salt, pyribenzoxim, pyrimisulfan,pyriftalid, triafamone,amidosulfuron,azimsulfuron,bensulfuron,bensulfuron-methyl, chlorimuron,chlorimuron-ethyl, cyclosulfamuron, ethoxysulfuron, flazasulfuron,flucetosulfuron, flupyrsulfuron, flupyrsulfuron methyl-sodium,foramsulfuron, halosulfuron, halosulfuron-methyl, imazosulfuron,mesosulfuron, mesosulfuron-methyl, metazosulfuron, nicosulfuron,orthosulfamuron, oxasulfuron, primisulfuron, primisulfuron-methyl,propyrisulfuron, pyrazosulfuron, pyrazosulfuron-ethyl, rimsulfuron,sulfometuron, sulfometuron-methyl, sulfosulfuron,trifloxysulfuron-sodium salt, trifloxysulfuron, chlorsulfuron,cinosulfuron, ethametsulfuron, ethametsulfuron-methyl, iodosulfuron,iodosulfuron-methyl-sodium, iofensulfuron, iofensulfuron-sodium,metsulfuron, metsulfuron-methyl, prosulfuron, thifensulfuron,thifensulfuron-methyl, triasulfuron, tribenuron, tribenuron-methyl,triflusulfuron, triflusulfuron-methyl, tritosulfuron, bencarbazone,flucarbazone, flucarbazone-sodium salt, ipfencarbazone,propoxycarbazone, propoxycarbazone-sodium salt, thiencarbazone,thiencarbazone-methyl, cloransulam, cloransulam-methyl, diclosulam,florasulam, flumetsulam, metosulam, penoxsulam, pyroxsulam,imazamethabenz, imazamethabenz-methyl, imazamox, imazamox-ammonium salt,imazapic, imazapic-ammonium salt, imazapyr, imazapyr-isopropylammoniumsalt, imazaquin, imazaquin-ammonium salt, imazethapyr, andimazethapyr-ammonium salt.

B-2. Acetyl CoA carboxylase Inhibitors:

Clodinafop, clodinafop-propargyl, cyhalofop, cyhalofop-butyl, diclofop,diclofop-methyl, fenoxaprop, fenoxaprop-ethyl, fenoxaprop-P,fenoxaprop-P-ethyl, fluazifop, fluazifop-butyl, fluazifop-P,fluazifop-P-butyl, haloxyfop,haloxyfop-methyl,haloxyfop-P,haloxyfop-P-methyl,metamifop,propaquizafop, quizalofop, quizalofop-ethyl, quizalofop-P,quizalofop-P-ethyl, alloxydim, clethodim, sethoxydim, tepraloxydim,tralkoxydim, and pinoxaden.

B-3. Protoporphyrinogen IX oxidase Inhibitors:

Azafenidin, oxadiazone, oxadiargyl, carfentrazone, carfentrazone-ethyl,saflufenacil, cinidon, cinidon-ethyl, sulfentrazone, pyraclonil,pyraflufen, pyraflufen-ethyl, butafenacil, fluazolate, fluthiacet,fluthiacet-methyl, flufenpyr, flufenpyr-ethyl, flumiclorac,flumiclorac-pentyl, pentoxazone, oxyfluorfen, acifluorfen, aclonifen,chlomethoxynil, chloronitrofen, nitrofen, bifenox, fluoroglycofene,fluoroglycofene-ethyl, fomesafen, fomesafen-sodium salt, lactofen, andcompounds represented by the formula (I):

B-4. 4-Hydroxyphenylpyrubic acid dioxygenase Inhibitors:

Benzobicyclon, bicyclopyrone, mesotrione, sulcotrione, tefuryltrione,tembotrione, isoxachlorotole, isoxaflutole, benzofenap, pyrasulfotole,pyrazolynate, pyrazoxyfen, and topramezone.

B-5. Phytoene desaturase Inhibitors:

Diflufenican, picolinafen, beflubutamid, norflurazon, fluridone,flurochloridone, and flurtamone.

B-6. Photosystem II Inhibitors:

Ioxynil, ioxynil octanoate, bentazone, pyridate, bromoxynil, bromoxyniloctanoate, chlorotoluron, dimefuron, diuron, linuron, fluometuron,isoproturon, isouron, tebuthiuron, benzthiazuron, methabenzthiazuron,propanil, metobromuron, metoxuron, monolinuron, siduron, simazine,atrazine, propazine, cyanazine, ametryne, simetryn, dimethametryn,prometryn, terbumeton, terbuthylazine, terbutryn, trietazine,hexazinone, metamitron, metribuzin, amicarbazone, bromacil, lenacil,terbacil, chloridazon, desmedipham, and phenmedipham.

B-7. Very-Long-Chain Fatty Acid synthase Inhibitors:

Propachlor, metazachlor, alachlor, acetochlor, metolachlor,S-metolachlor, butachlor, pretilachlor, thenylchlor, indanofan,cafenstrole, fentrazamide, dimethenamid, dimethenamid-P, mefenacet,pyroxasulfone, fenoxasulfone, naproanilide, anilofos, and flufenacet.

B-8. Tubulin synthesis Inhibitors:

Trifluralin, pendimethalin, ethafluralin, benfluralin, prodiamine,indaziflam, triaziflam, butamifos, dithiopyr, and thiazopyr.

B-9. Auxin Type herbicides:

Dicamba and a salt thereof (diglycolamine salt, dimethylammonium salt,isopropylammonium salt, potassium salt, sodium salt, and choline salt),2, 4-D and a salt or ester thereof (butotyl ester, dimethylammoniumsalt, diolamine salt, ethylhexyl ester, isooctyl ester,isopropylammonium salt, sodium salt, and triisopropanolamine salt),2,4-DB and a salt or ester thereof (dimethylammonium salt, isooctylester, and choline salt), MCPA and a salt or ester thereof(dimethylammonium salt, 2-ethylhexylester, isooctyl ester, sodium salt,and choline salt), MCPB, mecoprop and a salt or ester thereof(dimethylammonium salt, diolamine salt, ethadyl ester, 2-ethylhexylester, isooctyl ester, methyl ester, potassiumsalt, sodium salt,tololamine salt, and choline salt), mecoprop-P and a salt or esterthereof (dimethylammonium salt, 2-ethylhexyl ester, isobutyl salt,potassium salt, and choline salt), dichlorprop and a salt or esterthereof (butotyl ester, dimethylammonium salt, 2-ethylhexyl ester,isooctyl ester, methyl ester, potassium salt, sodium salt, and cholinesalt), dichlorprop-P, dichlorprop-P dimethylammonium, triclopyr and asalt or ester thereof (butotyl ester and triethylammonium salt),fluroxypyr, fluroxypyr-meptyl, picloram and a salt thereof (potassiumsalt, triisopanolammonium salt, and choline salt), quinclorac,quinmerac, aminopyralid and a salt thereof (potassium salt,triisopanolammonium salt, and choline salt), clopyralid and a saltthereof (olamine salt, potassium salt, triethylammonium salt, andcholine salt), and clomeprop.

B-10. Enolpyruvylshikimate phosphate synthase Inhibitors:

Glyphosate, glyphosate-isopropylamine salt, glyphosate-trimesium salt,glyphosate-ammonium salt, glyphosate-diammonium salt, glyphosate-sodiumsalt, glyphosate-potassium salt, and glyphosate-guanidine salt.

B-11. Glutamine synthetase Inhibitors:

Glufosinate, glufosinate-ammonium salt, glufosinate-P,glufosinate-P-sodium salt, and bialaphos.

B-12. Other herbicides.

Isoxaben, dichlobenil, methiozolin, diallate, butyrate, triallate,chlorpropham, asulam, phenisopham, benthiocarb, molinate, esprocarb,pyributicarb, prosulfocarb, orbencarb, EPTC, dimepiperate, Swep,aminocyclopyrachlor, aminocyclopyrachlor-methyl,aminocyclopyrachlor-potassium, difenoxuron, methyl dymron, bromobutide,dymron, cumyluron, diflufenzopyr, etobenzanid, tridiphane, amitrole,fenchlorazole, clomazone, maleic hydrazide, oxaziclomefone, cinmethylin,benfuresate, ACN, dalapon, chlorthiamid, flupoxam, bensulide, paraquat,paraquat-dichloride, diquat, and diquat-dibromide.

[3] The weed control composition according to [1], wherein the compoundof the group B is a compound selected f roma glyphosate isopropylaminesalt, a glyphosate-trimesium salt, a glyphosate-ammonium salt, aglyphosate-diammonium salt, a glyphosate-sodium salt, aglyphosate-potassium salt, and a glyphosate-guanidine salt.

[4] The weed control composition according to [1], wherein the compoundof the group B is a glufosinate-ammonium salt.

[5] The weed control composition according to [1], wherein the compoundof the group B is chlorimuron-ethyl.

[6] The weed control composition according to [1], wherein the compoundof the group B is cloransulam-methyl.

[7] The weed control composition according to [1], wherein the compoundof the group B is pyroxasulfone.

[8] The weed control composition according to [1], wherein the compoundof the group B is a compound selected from dicamba, adicamba-diglycolamine salt, a dicamba-dimethylammonium salt, adicamba-isopropylammonium salt, a dicamba-potassium salt, adicamba-sodium salt, and a dicamba-choline salt.

[9] The weed control composition according to [1], wherein the compoundof the group B is a compound selected from a 2, 4-D, 2,4-D butotylester, a 2,4-D dimethylammonium salt, a 2,4-D diolamine salt, a 2,4-Dethylhexyl ester, a 2,4-D isooctyl ester, a 2,4-D isopropylammoniumsalt, a 2,4-D sodium salt, and a 2,4-D triisopropanolammonium salt.

[10] The weed control composition according to [1], wherein the compoundof the group B is an imazethapyr-ammonium salt.

[11] The weed control composition according to [1], wherein the compoundof the group B is metribuzin.

[12] The weed control composition according to [1], wherein the compoundof the group B is isoxaflutole.

[13] The weed control composition according to [1], wherein the compoundof the group B is mesotrione.

[14] The weed control composition according to [1], wherein the compoundof the group B is tembotrione.

[15] The weed control composition according to [1], wherein the compoundof the group B is ametryne.

[16] A method of controlling weeds, the method comprising applying aneffective amount of flumioxazin constituted of crystals with crystalforms having diffraction peaks at the angles 2θ (degrees) shown in Table1 below in a powder X-ray diffraction pattern using Cu-Kα rays and oneor more herbicidal compounds selected from the above group B to soilwhere the weeds are grown or to be grown, or weeds.

[17] The method according to [16], wherein the compound of the group Bis the following compound:

B-1. Acetolactic acid synthase Inhibitors:

Pyrithiobac, pyrithiobac-sodium salt, pyriminobac, pyriminobac-methyl,bispyribac, bispyribac sodium salt, pyribenzoxim, pyrimisulfan,pyriftalid, triafamone,amidosulfuron,azimsulfuron,bensulfuron,bensulfuron-methyl, chlorimuron,chlorimuron-ethyl, cyclosulfamuron, ethoxysulfuron, flazasulfuron,flucetosulfuron, flupyrsulfuron, flupyrsulfuron methyl-sodium,foramsulfuron, halosulfuron, halosulfuron-methyl, imazosulfuron,mesosulfuron, mesosulfuron-methyl, metazosulfuron, nicosulfuron,orthosulfamuron, oxasulfuron, primisulfuron, primisulfuron-methyl,propyrisulfuron, pyrazosulfuron, pyrazosulfuron-ethyl, rimsulfuron,sulfometuron, sulfometuron-methyl, sulfosulfuron,trifloxysulfuron-sodium salt, trifloxysulfuron, chlorsulfuron,cinosulfuron, ethametsulfuron, ethametsulfuron-methyl, iodosulfuron,iodosulfuron-methyl-sodium, iofensulfuron, iofensulfuron-sodium,metsulfuron, metsulfuron-methyl, prosulfuron, thifensulfuron,thifensulfuron-methyl, triasulfuron, tribenuron, tribenuron-methyl,triflusulfuron, triflusulfuron-methyl, tritosulfuron, bencarbazone,flucarbazone, flucarbazone-sodium salt, ipfencarbazone,propoxycarbazone, propoxycarbazone-sodium salt, thiencarbazone,thiencarbazone-methyl, cloransulam, cloransulam-methyl, diclosulam,florasulam, flumetsulam, metosulam, penoxsulam, pyroxsulam,imazamethabenz, imazamethabenz-methyl, imazamox, imazamox-ammonium salt,imazapic, imazapic-ammonium salt, imazapyr, imazapyr-isopropylammoniumsalt, imazaquin, imazaquin-ammonium salt, imazethapyr, andimazethapyr-ammonium salt.

B-2. Acetyl CoA carboxylase Inhibitors:

Clodinafop, clodinafop-propargyl, cyhalofop, cyhalofop-butyl, diclofop,diclofop-methyl, fenoxaprop, fenoxaprop-ethyl, fenoxaprop-P,fenoxaprop-P-ethyl, fluazifop, fluazifop-butyl, fluazifop-P,fluazifop-P-butyl, haloxyfop,haloxyfop-methyl,haloxyfop-P,haloxyfop-P-methyl,metamifop,propaquizafop, quizalofop, quizalofop-ethyl, quizalofop-P,quizalofop-P-ethyl, alloxydim, clethodim, sethoxydim, tepraloxydim,tralkoxydim, and pinoxaden.

B-3. Protoporphyrinogen IX oxidase Inhibitors:

Azafenidin, oxadiazone, oxadiargyl, carfentrazone, carfentrazone-ethyl,saflufenacil, cinidon, cinidon-ethyl, sulfentrazone, pyraclonil,pyraflufen, pyraflufen-ethyl, butafenacil, fluazolate, fluthiacet,fluthiacet-methyl, flufenpyr, flufenpyr-ethyl, flumiclorac,flumiclorac-pentyl, pentoxazone, oxyfluorfen, acifluorfen, aclonifen,chlomethoxynil, chloronitrofen, nitrofen, bifenox, fluoroglycofene,fluoroglycofene-ethyl, fomesafen, fomesafen-sodium salt, lactofen, andcompounds represented by the formula (I):

B-4. 4-Hydroxyphenylpyrubic aciddioxygenase Inhibitors:

Benzobicyclon, bicyclopyrone, mesotrione, sulcotrione, tefuryltrione,tembotrione, isoxachlorotole, isoxaflutole, benzofenap, pyrasulfotole,pyrazolynate, pyrazoxyfen, and topramezone.

B-5. Phytoene desaturase Inhibitors:

Diflufenican, picolinafen, beflubutamid, norflurazon, fluridone,flurochloridone, and flurtamone.

B-6. Photosystem II Inhibitors:

Ioxynil, ioxynil octanoate, bentazone, pyridate, bromoxynil, bromoxyniloctanoate, chlorotoluron, dimefuron, diuron, linuron, fluometuron,isoproturon, isouron, tebuthiuron, benzthiazuron, methabenzthiazuron,propanil, metobromuron, metoxuron, monolinuron, siduron, simazine,atrazine, propazine, cyanazine, ametryne, simetryn, dimethametryn,prometryn, terbumeton, terbuthylazine, terbutryn, trietazine,hexazinone, metamitron, metribuzin, amicarbazone, bromacil, lenacil,terbacil, chloridazon, desmedipham, and phenmedipham.

B-7. Very-Long-Chain Fatty Acid synthase Inhibitors:

Propachlor, metazachlor, alachlor, acetochlor, metolachlor,S-metolachlor, butachlor, pretilachlor, thenylchlor, indanofan,cafenstrole, fentrazamide, dimethenamid, dimethenamid-P, mefenacet,pyroxasulfone, fenoxasulfone, naproanilide, anilofos, and flufenacet.

B-8. Tubulin synthesis Inhibitors:

Trifluralin, pendimethalin, ethafluralin, benfluralin, prodiamine,indaziflam, triaziflam, butamifos, dithiopyr, and thiazopyr.

B-9. Auxin Type herbicides:

Dicamba and a salt thereof (diglycolamine salt, dimethylammonium salt,isopropylammonium salt, potassium salt, sodium salt, and choline salt),2, 4-D and a salt or ester thereof (butotyl ester, dimethylammoniumsalt, diolamine salt, ethylhexyl ester, isooctyl ester,isopropylammonium salt, sodium salt, and triisopropanolamine salt),2,4-DB and a salt or ester thereof (dimethylammonium salt, isooctylester, and choline salt), MCPA and a salt or ester thereof(dimethylammonium salt, 2-ethylhexylester, isooctyl ester, sodium salt,and choline salt), MCPB, mecoprop and a salt or ester thereof(dimethylammonium salt, diolamine salt, ethadyl ester, 2-ethylhexylester, isooctyl ester, methyl ester, potassiumsalt, sodium salt,tololamine salt, and choline salt), mecoprop-P and a salt or esterthereof (dimethylammonium salt, 2-ethylhexyl ester, isobutyl salt,potassium salt, and choline salt), dichlorprop and a salt or esterthereof (butotyl ester, dimethylammonium salt, 2-ethylhexyl ester,isooctyl ester, methyl ester, potassium salt, sodium salt, and cholinesalt), dichlorprop-P, dichlorprop-P dimethylammonium, triclopyr and asalt or ester thereof (butotyl ester and triethylammonium salt)fluroxypyr, fluroxypyr-meptyl, picloram and a salt thereof (potassiumsalt, triisopanolammonium salt, and choline salt), quinclorac,quinmerac, aminopyralid and a salt thereof (potassium salt,triisopanolammonium salt, and choline salt), clopyralid and a saltthereof (olamine salt, potassium salt, triethylammonium salt, andcholine salt), and clomeprop.

B-10. Enolpyruvylshikimate phosphate synthase Inhibitors:

Glyphosate, glyphosate-isopropylamine salt, glyphosate-trimesium salt,glyphosate-ammonium salt, glyphosate-diammonium salt, glyphosate-sodiumsalt, glyphosate-potassium salt, and glyphosate-guanidine salt.

B-11. Glutamine synthetase Inhibitors:

Glufosinate, glufosinate-ammonium salt, glufosinate-P,glufosinate-P-sodium salt, and bialaphos.

B-12. Other herbicides.

Isoxaben, dichlobenil, methiozolin, diallate, butyrate, triallate,chlorpropham, asulam, phenisopham, benthiocarb, molinate, esprocarb,pyributicarb, prosulfocarb, orbencarb, EPTC, dimepiperate, Swep,aminocyclopyrachlor, aminocyclopyrachlor-methyl,aminocyclopyrachlor-potassium, difenoxuron, methyl dymron, bromobutide,dymron, cumyluron, diflufenzopyr, etobenzanid, tridiphane, amitrole,fenchlorazole, clomazone, maleic hydrazide, oxaziclomefone, cinmethylin,benfuresate, ACN, dalapon, chlorthiamid, flupoxam, bensulide, paraquat,paraquat-dichloride, diquat, and diquat-dibromide.

[18] The method according to [16], wherein the compound of the group Bis a compound selected from a glyphosate isopropylamine salt, aglyphosate-trimesium salt, a glyphosate-ammonium salt, aglyphosate-diammonium salt, a glyphosate-sodium salt, aglyphosate-potassium salt, and a glyphosate-guanidine salt.

[19] The method according to [16], wherein the compound of the group Bis a glufosinate-ammonium salt.

[20] The method according to [16], wherein the compound of the group Bis chlorimuron-ethyl.

[21] The method according to [16], wherein the compound of the group Bis cloransulam-methyl.

[22] The method according to [16], wherein the compound of the group Bis pyroxasulfone.

[23] The method according to [16], wherein the compound of the group Bis a compound selected from dicamba, a dicamba-diglycolamine salt, adicamba-dimethylammonium salt, a dicamba-isopropylammonium salt, adicamba-potassium salt, a dicamba-sodium salt, and a dicamba-cholinesalt.

[24] The method according to [16], wherein the compound of the group Bis a compound selected from a 2,4-D, 2, 4-D butotyl ester, a 2,4-Ddimethylammonium salt, a 2,4-D diolamine salt, a 2,4-D ethylhexyl ester,a 2,4-D isooctyl ester, a 2,4-D isopropylammonium salt, a 2,4-D sodiumsalt, and a 2,4-D triisopropanolammonium salt.

[25] The method according to [16], wherein the compound of the group Bis an imazethapyr-ammonium salt.

[26] The method according to [16], wherein the compound of the group Bis metribuzin.

[27] The method according to [16], wherein the compound of the group Bis isoxaflutole.

[28] The method according to [16], wherein the compound of the group Bis mesotrione.

[29] The method according to [16], wherein the compound of the group Bis tembotrione.

[30] The method according to [16], wherein the compound of the group Bis ametryne.

[31] The method according to any one of [16] to [30], which is a methodof controlling weeds in a crop field, land under perennial crops, ornon-crop land.

[32] The method according to [31], wherein the crop field is a field forsoybean, peanut, corn, cotton, wheat, or sugarcane.

[33] The method according to [31], wherein the land under perennialcrops is an orchard.

Effect of the Invention

A wide range of weeds can be controlled by the use of the weed controlcomposition of the present invention.

DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

A weed control composition of the present invention (hereinafterreferred to as the composition of the present invention) containscrystal of flumioxazin which shows a powderX-Raydiffractionpatternhavingdiffractionpeaks with 2Θ values (°) shownin Table 1 above (hereinafter referred to as A-type crystal flumioxazin)and one or more specific herbicidal compounds as effective components.

The A-type crystal flumioxazin used in the composition of the presentinvention may be prepared by the methods described in Examples andmodified methods thereof. A flumioxazin solution or suspension may beused as a starting material to produce the A-type crystal flumioxazin.Also, a solution or suspension of a synthetic reaction crude productcontaining flumioxazin may be used. A seed crystal may be added in thecrystallization and in this case, it is preferable to use a crystal withthe crystal form to be prepared. The amount of the seed crystals to beadded is preferably 0.0005 parts by weight to 0.02 parts by weight, andmore preferably 0.001 parts by weight to 0.01 parts by weight based on 1part by weight of flumioxazin.

The A-type crystal flumioxazin may be isolated, for example, byfiltration, centrifugation, or gradient method. This A-type crystalflumioxazin may be washed with a proper solvent according to the need.Also, the obtained A-type crystal flumioxazin can be improved in purityand quality by recrystallization or slurry purification. Crystals of asolvate may be converted into crystals of a non-solvate by drying withheating under reduced pressure . The degree of dryness of the crystalmay be determined by analytical means such as gas chromatography. Also,the polymorph form purity of the crystal may be determined by subjectingthe crystal to powder X-ray diffraction measurement to analyze thepresence or absence and height of a diffraction peak specific to thesolvate crystal. The A-type crystal flumioxazin is a solvate ornon-solvate. When a specific hydrophilic organic solvent is used as asolvent for crystallization, there is the case where the A-type crystalflumioxazin forms a solvate. A non-solvate is obtained by drying thesolvate with heating under reduced pressure.

In the composition of the present invention, one or more specificherbicidal compounds selected from the group B are used in combinationwith the A-type crystal flumioxazin. Group B:

B-1. Acetolactic acid synthase inhibitors;

B-2. Acetyl CoA carboxylase inhibitors;

B-3. Protoporphyrinogen IX oxidase inhibitors;

B-4. 4-Hydroxyphenylpyrubic acid dioxygenase inhibitors;

B-5. Phytoene desaturase inhibitors;

B-6. Photosystem II inhibitors;

B-7. Very-long-chain fatty acid synthase inhibitors;

B-8. Tubulin synthesis inhibitors;

B-9. Auxin type herbicides;

B-10. Enolpyruvylshikimate phosphate synthase inhibitors;

B-11. Glutamine synthetase inhibitors; and

B-12. Other herbicides.

Specific examples of the herbicidal compounds of the group B include thefollowings:

B-1. Acetolactic acid synthase Inhibitors:

Pyrithiobac, pyrithiobac-sodium salt, pyriminobac, pyriminobac-methyl,bispyribac, bispyribac sodium salt, pyribenzoxim, pyrimisulfan,pyriftalid, triafamone, amidosulfuron, azimsulfuron, bensulfuron,bensulfuron-methyl, chlorimuron, chlorimuron-ethyl, cyclosulfamuron,ethoxysulfuron, flazasulfuron, flucetosulfuron, flupyrsulfuron,flupyrsulfuron methyl-sodium, foramsulfuron, halosulfuron,halosulfuron-methyl, imazosulfuron, mesosulfuron, mesosulfuron-methyl,metazosulfuron, nicosulfuron, orthosulfamuron, oxasulfuron,primisulfuron, primisulfuron-methyl, propyrisulfuron, pyrazosulfuron,pyrazosulfuron-ethyl, rimsulfuron, sulfometuron, sulfometuron-methyl,sulfosulfuron, trifloxysulfuron-sodium salt, trifloxysulfuron,chlorsulfuron, cinosulfuron, ethametsulfuron, ethametsulfuron-methyl,iodosulfuron, iodosulfuron-methyl-sodium, iofensulfuron,iofensulfuron-sodium, metsulfuron, metsulfuron-methyl, prosulfuron,thifensulfuron, thifensulfuron-methyl, triasulfuron, tribenuron,tribenuron-methyl, triflusulfuron, triflusulfuron-methyl, tritosulfuron,bencarbazone, flucarbazone, flucarbazone-sodium salt, ipfencarbazone,propoxycarbazone, propoxycarbazone-sodium salt, thiencarbazone,thiencarbazone-methyl, cloransulam, cloransulam-methyl, diclosulam,florasulam, flumetsulam, metosulam, penoxsulam, pyroxsulam,imazamethabenz, imazamethabenz-methyl, imazamox, imazamox-ammonium salt,imazapic, imazapic-ammonium salt, imazapyr, imazapyr-isopropylammoniumsalt, imazaquin, imazaquin-ammonium salt, imazethapyr, andimazethapyr-ammonium salt.

B-2. Acetyl CoA carboxylase Inhibitors:

Clodinafop, clodinafop-propargyl, cyhalofop, cyhalofop-butyl, diclofop,diclofop-methyl, fenoxaprop, fenoxaprop-ethyl, fenoxaprop-P,fenoxaprop-P-ethyl, fluazifop, fluazifop-butyl, fluazifop-P,fluazifop-P-butyl, haloxyfop,haloxyfop-methyl,haloxyfop-P,haloxyfop-P-methyl,metamifop,propaquizafop, quizalofop, quizalofop-ethyl, quizalofop-P,quizalofop-P-ethyl, alloxydim, clethodim, sethoxydim, tepraloxydim,tralkoxydim, and pinoxaden.

B-3. Protoporphyrinogen IX oxidase Inhibitors:

Azafenidin, oxadiazone, oxadiargyl, carfentrazone, carfentrazone-ethyl,saflufenacil, cinidon, cinidon-ethyl, sulfentrazone, pyraclonil,pyraflufen, pyraflufen-ethyl, butafenacil, fluazolate, fluthiacet,fluthiacet-methyl, flufenpyr, flufenpyr-ethyl, flumiclorac,flumiclorac-pentyl, pentoxazone, oxyfluorfen, acifluorfen, aclonifen,chlomethoxynil, chloronitrofen, nitrofen, bifenox, fluoroglycofene,fluoroglycofene-ethyl, fomesafen, fomesafen-sodium salt, lactofen, andcompounds represented by the formula (I):

B-4. 4-Hydroxyphenylpyrubic aciddioxygenase inhibitors:

Benzobicyclon, bicyclopyrone, mesotrione, sulcotrione, tefuryltrione,tembotrione, isoxachlorotole, isoxaflutole, benzofenap, pyrasulfotole,pyrazolynate, pyrazoxyfen, and topramezone.

B-5. Phytoene desaturase Inhibitors:

Diflufenican, picolinafen, beflubutamid, norflurazon, fluridone,flurochloridone, and flurtamone.

B-6. Photosystem II Inhibitors:

Ioxynil, ioxynil octanoate, bentazone, pyridate, bromoxynil, bromoxyniloctanoate, chlorotoluron, dimefuron, diuron, linuron, fluometuron,isoproturon, isouron, tebuthiuron, benzthiazuron, methabenzthiazuron,propanil, metobromuron, metoxuron, monolinuron, siduron, simazine,atrazine, propazine, cyanazine, ametryne, simetryn, dimethametryn,prometryn, terbumeton, terbuthylazine, terbutryn, trietazine,hexazinone, metamitron, metribuzin, amicarbazone, bromacil, lenacil,terbacil, chloridazon, desmedipham, and phenmedipham.

B-7. Very-Long-Chain fatty Acid synthase Inhibitors:

Propachlor, metazachlor, alachlor, acetochlor, metolachlor,S-metolachlor, butachlor, pretilachlor, thenylchlor, indanofan,cafenstrole, fentrazamide, dimethenamid, dimethenamid-P, mefenacet,pyroxasulfone, fenoxasulfone, naproanilide, anilofos, and flufenacet.

B-8. Tubulin synthesis Inhibitors:

Trifluralin, pendimethalin, ethafluralin, benfluralin, prodiamine,indaziflam, triaziflam, butamifos, dithiopyr, and thiazopyr.

B-9. Auxin Type herbicides:

Dicamba and a salt thereof (diglycolamine salt, dimethylammonium salt,isopropylammonium salt, potassium salt, sodium salt, and choline salt),2,4-D and a salt or ester thereof (butotyl ester, dimethylammonium salt,diolamine salt, ethylhexyl ester, isooctyl ester, isopropylammoniumsalt, sodium salt, and triisopropanolamine salt), 2,4-DB and a salt orester thereof (dimethylammonium salt, isooctyl ester, and choline salt),MCPA and a salt or ester thereof (dimethylammonium salt,2-ethylhexylester, isooctyl ester, sodium salt, and choline salt), MCPB,mecoprop and a salt or ester thereof (dimethylammonium salt, diolaminesalt, ethadyl ester, 2-ethylhexyl ester, isooctyl ester, methyl ester,potassiumsalt, sodium salt, tololamine salt, and choline salt),mecoprop-P and a salt or ester thereof (dimethylammonium salt,2-ethylhexyl ester, isobutyl salt, potassium salt, and choline salt),dichlorprop and a salt or ester thereof (butotyl ester, dimethylammoniumsalt, 2-ethylhexyl ester, isooctyl ester, methyl ester, potassium salt,sodium salt, and choline salt), dichlorprop-P, dichlorprop-Pdimethylammonium, triclopyr and a salt or ester thereof (butotyl esterand triethylammonium salt), fluroxypyr, fluroxypyr-meptyl, picloram anda salt thereof (potassium salt, triisopanolammonium salt, and cholinesalt), quinclorac, quinmerac, aminopyralid and a salt thereof (potassiumsalt, triisopanolammonium salt, and choline salt), clopyralid and a saltthereof (olamine salt, potassium salt, triethylammonium salt, andcholine salt), and clomeprop.

B-10. Enolpyruvylshikimate phosphate synthase Inhibitors:

Glyphosate, glyphosate-isopropylamine salt, glyphosate-trimesium salt,glyphosate-ammonium salt, glyphosate-diammonium salt, glyphosate-sodiumsalt, glyphosate-potassium salt, and glyphosate-guanidine salt.

B-11. Glutamine synthetase Inhibitors:

Glufosinate, glufosinate-ammonium salt, glufosinate-P,glufosinate-P-sodium salt, and bialaphos.

B-12. Other herbicides.

Isoxaben, dichlobenil, methiozolin, diallate, butyrate, triallate,chlorpropham, asulam, phenisopham, benthiocarb, molinate, esprocarb,pyributicarb, prosulfocarb, orbencarb, EPTC, dimepiperate, Swep,aminocyclopyrachlor, aminocyclopyrachlor-methyl,aminocyclopyrachlor-potassium, difenoxuron, methyl dymron, bromobutide,dymron, cumyluron, diflufenzopyr, etobenzanid, tridiphane, amitrole,fenchlorazole, clomazone, maleic hydrazide, oxaziclomefone, cinmethylin,benfuresate, ACN, dalapon, chlorthiamid, flupoxam, bensulide, paraquat,paraquat-dichloride, diquat, and diquat-dibromide.

The compounds given as examples of the compound of the group B arecompounds described in Non-patent Documents 1 and 2 and Patent Documents3 to 5, and may be produced by publicly known production methods, and/orare commercially available as preparations containing the compounds.

In the composition of the present invention, as the compound to becombined with the A-type crystal flumioxazin and selected from the groupB, particularly, a glyphosate-isopropylamine salt, aglyphosate-trimesium salt, a glyphosate-ammonium salt, aglyphosate-diammonium salt, a glyphosate-sodium salt, aglyphosate-potassium salt, a glyphosate-guanidine salt, aglufosinate-ammonium salt, chlorimuron-ethyl, cloransulam-methyl,pyroxasulfone, an imazethapyr-ammonium salt, metribuzin, 2,4-D, a 2,4-Dbutotyl ester, a 2,4-D dimethylammonium salt, a 2,4-D diolamine salt, a2,4-D ethylhexyl ester, a 2,4-D isooctyl ester, a 2,4-Disopropylammonium salt, a 2,4-D sodium salt, a 2,4-D triisopropanolaminesalt, dicamba, a dicamba-diglycolamine salt, a dicamba-dimethylammoniumsalt, a dicamba-isopropylammonium salt, a dicamba-potassium salt, adicamba-sodium salt, a dicamba-choline salt, mesotrione, tembotrione,isoxaflutole, and ametryne are preferable.

In the composition of the present invention, a safener may be furtheradded to the combination of the A-type crystal flumioxazin and thecompound selected from the group B for use.

Examples of the safener include the following compounds:

Benoxacor, cloquintocet, cloquintocet-mexyl, cyometrinil,cyprosulfamide, dichlormid, dicyclonon, dietholate, fenchlorazole,fenchlorazole-ethyl, fenclorim, flurazole, fluxofenim, furilazole,isoxadifen, isoxadifen-ethyl, mefenpyr, mefenpyr-diethyl, mephenate,naphthalic anhydride, and oxabetrinil.

Those given specifically below are more preferable as the composition ofthe present invention:

Combination of A-type crystal flumioxazin and glyphosate-isopropylaminesalt;

Combination of A-type crystal flumioxazin and glyphosate-trimesium salt;

Combination of A-type crystal flumioxazin and glyphosate-ammonium salt;

Combination of A-type crystal flumioxazin and glyphosate-diammoniumsalt;

Combination of A-type crystal flumioxazin and glyphosate-sodium salt;

Combination of A-type crystal flumioxazin and glyphosate-potassium salt;

Combination of A-type crystal flumioxazin and glyphosate-guanidine salt;

Combination of A-type crystal flumioxazin and glufosinate-ammonium salt;

Combination of A-type crystal flumioxazin and chlorimuron-ethyl;

Combination of A-type crystal flumioxazin and cloransulam-methyl;

Combination of A-type crystal flumioxazin, chlorimuron-ethyl andpyroxasulfone;

Combination of A-type crystal flumioxazin and pyroxasulfone;

Combination of A-type crystal flumioxazin and imazethapyr-ammonium salt;

CombinationofA-typecrystalflumioxazinandmetribuzin;

Combination of A-type crystal flumioxazin and 2,4-D;

Combination of A-type crystal flumioxazin and 2,4-D butotyl ester;

Combination of A-type crystal flumioxazin and 2,4-D dimethylammoniumsalt;

Combination of A-type crystal flumioxazin and 2,4-D diolamine salt;

Combination of A-type crystal flumioxazin and 2,4-D ethylhexyl ester;

Combination of A-type crystal flumioxazin and 2,4-D isooctyl ester;

Combination of A-type crystal flumioxazin and 2,4-D isopropylammoniumsalt;

Combination of A-typecrystalflumioxazinand2,4-Dsodium salt;

Combination of A-type crystal flumioxazin and 2,4-D triisopropanolaminesalt;

Combination of A-type crystal flumioxazin and dicamba; Combination ofA-type crystal flumioxazin and dicamba-diglycolamine salt;

Combination of A-type crystal flumioxazin and dicamba-dimethylammoniumsalt;

Combination of A-type crystal flumioxazin and dicamba-isopropylammoniumsalt;

Combination of A-type crystal flumioxazin and dicamba-potassium salt;

Combination of A-type crystal flumioxazin and dicamba-sodium salt;

Combination of A-type crystal flumioxazin and dicamba-choline salt;

Combination of A-type crystal flumioxazin, dicamba, andisoxadifen-ethyl;

Combination of A-type crystal flumioxazin, dicamba-diglycolamine salt,and isoxadifen-ethyl;

Combination of A-type crystal flumioxazin, dicamba-dimethylammoniumsalt, and isoxadifen-ethyl;

Combination of A-type crystal flumioxazin, dicamba-isopropylammoniumsalt, and isoxadifen-ethyl;

Combination of A-type crystal flumioxazin, dicamba-potassium salt, andisoxadifen-ethyl;

Combination of A-type crystal flumioxazin, dicamba-sodium salt, andisoxadifen-ethyl;

Combination of A-type crystal flumioxazin, dicamba-choline salt, andisoxadifen-ethyl;

Combination of A-type crystal flumioxazin and mesotrione; Combination ofA-type crystal flumioxazin and tembotrione;

Combination of A-type crystal flumioxazin and isoxaflutole;

Combination of A-type crystal flumioxazin and ametryne;

Combination of A-type crystal flumioxazin, isoxaflutole, andcyprosulfamide;

Combination of A-type crystal flumioxazin, tembotrione, and isoxadifen;

Combination of A-type crystal flumioxazin and saflufenacil;

Combination of A-type crystal flumioxazin, saflufenacil, andglyphosate-isopropylamine salt;

Combination of A-type crystal flumioxazin, saflufenacil, andglyphosate-potassium salt; and

Combination of A-type crystal flumioxazin, saflufenacil, andglyphosate-guanidine salt.

The composition of the present invention has herbicidal effect against awide range of weeds, and can control a wide range of weeds efficientlyin a crop field, land under perennial crops, or non-crop land whereusual tillage cultivation or non-tillage cultivation is carried out.

Examples of the crop field in the present invention include fields forfood crops such as soybean, corn, cotton, wheat, barley, rye, triticale,rice, peanut, common bean, limabean, azukibean, cowpeas, mung bean,black lentil, scarlet runner bean, vigna umbellate, moth bean, teparybean, broad bean, pea, garbanzo bean, lentil, lupine, pigeon pea, andpotato; forage crops such as sorghum, oat, and alfalfa; industrial cropssuch as sugar beet, sunflower, rapeseed, and sugar cane; and gardencrops including vegetables. Examples of the vegetables to which thepresent invention is applied include Solanaceae vegetables (for example,eggplant, tomato, green pepper, bell pepper, and hot pepper);Cucurbitaceae vegetables (for example, cucumber, pumpkin, zucchini,watermelon, and melon); Cruciferous vegetables (for example, Japaneseradish, turnip, horse radish, kohlrabi, Chinese cabbage, cabbage, brownmustard, broccoli, and cauliflower); Compositae vegetables (for example,burdock, garland chrysanthemum, artichoke, and lettuce); Liliaceaevegetables (forexample, Welshonion, onion, garlic,asparagus);Umbelliferae vegetables (carrot, parsley, celery, and parsnip);Chenopodiaceae vegetables (for example, spinach and Swiss chard);Labiatae vegetables (for example, Japanese mint, mint, basil, andlavender); strawberry; sweet potato; yam; and aroid.

Also, the crop fields in the present invention include fields forcultivating so-called biomass crops such as Jatropha curcas,switchglass, Miscanthus, Arundo, reed canarygrass, bluestem, Erianthus,napier grass, and Spartina, used to produce oil and fats or alcohols forfuels used in heat engines.

The composition of the present invention is particularly applied as amethod efficiently controlling weeds in fields for cultivating soybean,peanut, corn, cotton, wheat, or sugarcane among the above crop fields.

When the composition of the present invention is applied to a field forsugarcane, stem fragments cut so as to have one stalk may be used as thestem fragment of sugar cane, or stem fragments having a size of 2 cm to15 cm may be used in the cultivation of sugar cane. Sugar canecultivation methods using such stem fragments are publicly known(WO09/000398, WO09/000399, WO09/000400, WO09/000401, andWO09/000402) andcarried out under the brand name of Plene (trademark).

Examples of the land under perennial crops in the present inventioninclude orchards, tea gardens, mulberry gardens, coffee plantations,banana gardens, coconut gardens, flower/tree gardens, flower/treefields, seeding fields, breeding farms, woodlands, and garden parks.Examples of fruit trees in the present invention include kernel fruits(for example, apples, European pears, Japanese pears, Chinese quince,and Quinces), stone fruits (for example, peaches, plums, nectarines,Japanese apricots, cherries, apricots, and prunes), citruses (Citrusunshiu, oranges, lemons, limes, and grapefruits), nut trees (forexample, Japanese chest nuts, walnuts, hazel nuts, almonds, pistachios,cashew nuts, and macadamia nuts), berry fruits (for example,blueberries, cranberries, blackberries, and raspberries), grapes,permissions, olives, and loquats.

The composition of the present invention is applied as a method forefficiently controlling weeds, particularly, in orchards among the abovelands under perennial crops.

Examples of the non-crop lands in the present invention includeplaygrounds, vacant lands, railroad sides, parks, car parks, roadsides,river beds, areas under power cables, housing sites, and sites forfactories.

In the present invention, any type of crop may be used as the cropscultivated in crop field without any particular limitation insofar as itis a variety usually cultivated as crops .

This variety of plants includes plants to which resistance toprotoporphyrinogen IX oxidase inhibitors such as flumioxazin;4-hydroxyphenylpyrubic acid dioxygenase inhibitors such as isoxaflutole;acetolactic acid synthase inhibitors such as imazethapyr andthifensulfuron-methyl; acetyl-CoA carboxylase inhibitors such assethoxydim; 5-enolpyruvylshikimate-3-phosphoric acid synthase inhibitorssuch as glyphosate; glutamine synthetase inhibitors such as glufosinate;auxin type herbicides such as 2,4-D and dicamba; and herbicides such asbromoxinyl are imparted by classical breeding methods or geneticmodification technologies.

As examples of crops to which resistance has been imparted by classicalbreeding methods, corn resistant to imidazolinone type acetolactic acidsynthase inhibitory herbicides such as imazethapyr is given and hasalready been commercially available under the trade name of Clearfield(trademark). Examples of such crops include STS soybeans resistant tosulfonylurea type acetolactic acid synthase inhibitory herbicides suchas thifensulfuron-methyl. Similarly, examples of aplant towhichresistance to an acetyl CoA carboxylase inhibitor such as trioneoxime-based or aryloxyphenoxypropionic acid-based herbicide has beenimparted by classical breeding methods include SR corn.

Examples of a plant to which resistance has been imparted by geneticmodification technologies include corn, soybeans and cotton resistant toglyphosate, and they have already been commercially available under thetrade names of RoundupReady (registered trade mark), Agrisure(registered trademark) GT, Gly-Tol (registered trademark) and the like.Similarly, there are corn, soybeans and cotton resistant to glufosinateby genetic modification technologies, and they have already beencommercially available under the trade names of LibertyLink (registeredtrademark) and the like. There are varieties of corn and soybeans underthe trade names of Optimum (registered trademark) GAT (registered trademark), which are resistant to both of glyphosate and acetolactic acidsynthase inhibitors. Similarly, there are soybeans resistant toimidazolinone type acetolactic acid synthase inhibitors by geneticmodification technologies, and they have been developed under the nameof Cultivance. Similarly, there is cotton resistant to bromoxynil bygenetic modification technologies, and this has already beencommercially available under the trade name of BXN (registeredtrademark). Similarly, there is a variety of soybean sold under thetrade name of RoundupReady (registered trademark) 2 Xtend as a soybeanresistant to both of glyphosate and dicamba by genetic modificationtechnologies. Similarly, there has been developed cotton resistant toboth of glyphosate and dicamba by genetic modification technologies.

A gene encoding aryloxyalkanoate dioxygenase may be introduced toproduce a crop which becomes resistant to phenoxy acid type herbicidessuch as 2,4-D, MCPA, dichlorprop and mecoprop, andaryloxyphenoxypropionic acid type herbicides such as quizalofop,haloxyfop, fluazifop, diclofop, fenoxaprop, metamifop, cyhalofop andclodinafop (Wright et al. 2010:Proceedings of National Academy ofScience. 107 (47): 20240-20245). Cultivars of soybean and cotton, whichshow the resistance to 2,4-D, have been developed under the brand ofEnlist.

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A gene encoding a 4-hydroxyphenyl pyruvic acid dioxygenase (hereinafterreferred to as HPPD) inhibitor, the gene having resistance to HPPD, maybe introduced to create a plant resistant to a HPPD inhibitor(US2004/0058427) . A gene capable of synthesizing homogentisic acidwhich is a product of HPPD in a separate metabolic pathway even if HPPDis inhibited by a HPPD inhibitor is introduced, with the result that aplant having resistance to the HPPD inhibitor can be created(WO02/036787). A gene expressing excess HPPD may be introduced toproduce HPPD in such an amount as not to adversely affect the growth ofplants even in the presence of a HPPD inhibitor, with the result that aplant having resistance to the HPPD inhibitor can be created(WO96/38567) . Besides introduction of the gene expressing excess HPPD,a gene encoding prephenate dehydrogenase is introduced in order toincrease the yield of p-hydroxyphenyl pyruvic acid which is a substrateof HPPD to create a plant having resistance to the HPPD inhibitor(Rippert P et. al., 2004 Engineering plant shikimate pathway forproduction of tocotrienol and improving herbicide resistance. PlantPhysiol. 134:92-100).

Examples of a method of producing crops resistant to herbicides include,other than the above, the gene introducing methods described inWO98/20144, WO2002/46387, and US2005/0246800.

The above crops include, for example, crops which can synthesizeselective toxins and the like known as the genus Bacillus by usinggenetic modification technologies.

Examples of the toxins developed in such genetically modified plantsinclude insecticidal proteins derived from Bacillus cereus and Bacilluspopilliae; δ-endotoxins such as Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab,Cry3A, Cry3Bb1, Cry9C, Cry34, and Cry35ab derived from Bacillusthuringiensis; insecticidal proteins such as VIP1, VIP2, VIP3, andVIP3A; insecticidal proteins derived from nematodes; toxins produced byanimals such as scorpion toxins, spider toxins, bee toxins, andneurotoxins specific to insects; filamentous fungus toxins; plantlectins; agglutinin; trypsin inhibitors, serine protease inhibitors, andprotease inhibitors such as patatin, cystatin, and papain inhibitors;ribosome inactivating proteins (RIP) such as lysine, corn-RIP, abrin,lufin, saporin, andbryodin; steroid metabolic enzymes such as3-hydroxysteroid oxidase, ecdysteroid-UDP-glucosyltransferase, andcholesterol oxidase; ecdysone inhibitors; HMG-CoA reductase; ion channelinhibitors such as sodium channel and calcium channel inhibitors;juvenile hormone esterase; diuretic hormone receptors; stilbenesynthase; bibenzyl synthase; chitinase; and glucanase.

The toxins expressed in these transgenic plants include hybrid toxins,partially deficient toxins and modified toxins, which derive fromδ-endotoxin proteins such as Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab,Cry3A, Cry3Bb1, Cry9C, Cry34Ab and Cry35Ab, and insecticidal proteinssuch as VIPl, VIP2, VIP3 and VIP3A. The hybrid toxins are created by newcombinations of domains having different proteins by using geneticmodification technologies. As the partially defective toxins, Cry1Ab inwhich part of the amino acid sequences is missing is known. In themodified toxin, one or more of amino acids of a natural type toxin isreplaced. Examples of these toxins and genetically modified plantscapable of synthesizing these toxins are described in, for example,EP-A-0374753, WO 93/07278, WO 95/34656, EP-A-0427529, EP-A-451878, andWO 03/052073. Resistance to noxious insects belonging to orderColeoptera, order Diptera, and order Lepidoptera is imparted to plantsby toxins contained in these genetically modified plants.

Also, genetically modified plants which contain one or more insecticidalgenes resistant to harmful insects and develop one or more toxins havebeen already known and some of these plants have been put on the market.Examples of these genetically modified plants include YieldGard(registered trademark) (corn variety expressing Cry1Ab toxin), YieldGardRootworm (registered trademark) (corn variety expressing Cry3Bb1 toxin),YieldGard Plus (registered trademark) (corn variety expressing CrylAband Cry3Bb1 toxins), Herculex I (registered trademark) (corn varietyexpressing phosphinothricin N-acetyltransferase (PAT) for impartingresistance to a Cry1Fa2 toxin and glufosinate), NatureGard (registeredtrademark), AGRISURE (registered trademark) CBAdvantage (Bt11 cornborer(CB) trait), Protecta (registered trademark); and the like.

Also, genetically modified cotton which contains one or moreinsecticidal genes resistant to harmful insects and develops one or moretoxins has been already known and some of cotton have been put on themarket. Examples of these genetically modified cotton include BollGard(registered trademark) (cotton variety expressing Cry1Ac toxin),BollGard (registered trademark) II (cotton variety expressing Cry1Ac andCry2Ab toxins), BollGard (registered trademark) III (cotton varietyexpressing Cry1Ac, Cry2Ab and VIP3A toxins), VipCot (registeredtrademark) (cotton variety expressing VIP3A and Cry1Ab toxins),WideStrike (registered trademark) (cotton variety expressing Cry1Ac andCry1F toxins) and the like.

Examples of the plant used in the present invention also include plantssuch as soybeans into which a Ragl (Resistance Aphid Gene 1) gene isintroduced to impart resistance to an aphid.

The plants to be used in the present invention include those providedwith resistance to nematodes by using a classical breeding method orgenetic modification technologies. Examples of the genetic modificationtechnologies used to provide the resistance to nematodes include RNAi.

The above crops include those to which the ability to produceantipathogenic substances having a selective effect is imparted usinggenetic modification technologies. For example, PR proteins are known asan example of the antipathogenic substance (PRPs, EP-A-0392225). Suchantipathogenic substances and genetically modified plants producingthese antipathogenic substances are described in, for example,EP-A-0392225, WO 95/33818, and EP-A-0353191. Examples of theantipathogenic substances developed in such genetically modified plantsinclude ion channel inhibitors such as a sodium channel inhibitor andcalcium channel inhibitor (KP1, KP4, and KP6 toxins produced by virusare known); stilbene synthase; bibenzyl synthase; chitinase; glucanase;PR protein; antipathogenic substances produced by microorganisms such aspeptide antibiotics, antibiotics having a heteroring, and a proteinfactor (referred to as a plant disease resistant gene and described inWO 03/000906) relating to plant disease resistance.

The above crops include plants to which useful traits such as an oilcomponent reformation and amino acid-content reinforcing trait are givenby genetic modification technologies. Examples of these plants includeVISTIVE (trademark) (low linolenic soybean having a reduced linoleniccontent), high-lysine (high oil) corn (corn having an increased lysineor oil content) and the like.

Moreover, the above crops include stuck varieties obtained by combiningtwo or more useful traits such as the above classical herbicide trait orherbicide resistant gene, gene resistant to insecticidal noxiousinsects, antipathogenic substance-producing gene, oil componentreformation, and amino acid-content reinforcing trait, and allergenreduction trait.

As the weeds which can be controlled by the composition of the presentinvention, the following examples are given.

Weeds of the family Urticaceae:Urtica urens;

weeds of the family Polygonaceae:Polygonum convolvulus, Polygonumlapathifolium, Polygonum pensylvanicum, Polygonum persicaria, Polygonumlongisetum, Polygonum aviculare, Polygonum arenastrum, Polygonumcuspidatum, Rumex japonicas, Rumex crispus, Rumex obtusifolius, andRumex acetosa;

weeds of the family Portulacaceae:Portulaca oleracea;

weeds of the family Caryophyllaceae:Stellaria media, Cerastiumholosteoides, Cerastium glomeratum, Spergula arvensis, and Silenegallica;

weeds of the family Molluginaceae:Mollugo verticillata;

weeds of the family Chenopodiaceae:Chenopodium album, Chenopodiumambrosioides, Kochia scoparia, Salsola kali, and Atriplex spp.;

weeds of the family Amaranthaceae:Amaranthus retroflexus, Amaranthusviridis, Amaranthus lividus, Amaranthus spinosus, Amaranthus hybridus,Amaranthus palmeri, Amaranthus rudis, Amaranthus patulus, Amaranthustuberculatos, Amaranthus blitoides, Amaranthus deflexus, Amaranthusquitensis, Alternanthera philoxeroides, Alternanthera sessilis, andAlternanthera tenella;

weeds of the family Papaveraceae:Papaver rhoeas and Argemone mexicana;

weeds of the family Brassicaceae:Raphanus raphanistrum, Raphanussativus, Sinapis arvensis, Capsella bursa-pastoris, Brassica juncea,Brassica campestris, Descurainia pinnata, Rorippaislandica,Rorippasylvestris, Thlaspiarvense, Myagrum rugosum, Lepidium virginicum,and Coronopus didymus;

weeds of the family Capparaceae:Cleome affinis;

weeds of the family Fabaceae:Aeschynomene indica, Aeschynomene rudis,Sesbania exaltata, Cassia obtusifolia, Cassia occidentalis,Desmodiumtortuosum, Desmodiumadscendens, Trifolium repens, Puerarialobata, Vicia angustifolia, Indigofera hirsute, Indigofera truxillensis,and Vigna sinensis;

weeds of the family Oxalidaceae:Oxalis corniculata, Oxalis strica, andOxalis oxyptera;

weeds of the family Geraniaceae:Geranium carolinense and Erodiumcicutarium;

weeds of the family Euphorbiaceae:Euphorbia helioscopia, Euphorbiamaculate, Euphorbia humistrata, Euphorbia esula, Euphorbia heterophylla,Euphorbia brasiliensis, Acalypha australis, Croton glandulosus, Crotonlobatus, Phyllanthus corcovadensis, and Ricinus communis;

weeds of the family Malvaceae:Abutilon theophrasti, Sida rhombiforia,Sidacordifolia, Sida spinosa, Sidaglaziovii, Sida santaremnensis,Hibiscus trionum, Anoda cristata, and Malvastrum coromandelianum;

weeds of the family Sterculiaceae:Waltheria indica;

weeds of the family Violaceae:Viola arvensis, and Viola tricolor;

weeds of the family Cucurbitaceae:Sicyos angulatus, Echinocystis lobata,and Momordica charantia;

weeds of the family Lythraceae:Lythrum salicaria;

weeds of the family Apiaceae:Hydrocotyle sibthorpioides;

weeds of the family Sapindaceae:Cardiospermum halicacabum;

weeds of the family Primulaceae:Anagallis arvensis;

weeds of the family Asclepiadaceae:Asclepias syriaca and Ampelamusalbidus;

weeds of the family Rubiaceae:Galium aparine, Galium spurium var.echinospermon, Spermacoce latifolia, Richardia brasiliensis, andBorreria alata;

weeds of the family Convolvulaceae:Ipomoea nil, Ipomoea hederacea,Ipomoea purpurea, Ipomoea hederacea var. integriuscula, Ipomoealacunose, Ipomoea triloba, Ipomoea acuminate, Ipomoea hederifolia,Ipomoea coccinea, Ipomoea quamoclit, Ipomoea grandifolia, Ipomoeaaristolochiafolia, Ipomoea cairica, Convolvulus arvensis, Calystegiahederacea, Calystegia japonica, Merremia hedeacea, Merremia aegyptia,Merremia cissoids, and Jacquemontia tamnifolia;

weeds of the family Boraginaceae:Myosotis arvensis;

weeds of the family Lamiaceae:Lamium purpureum, Lamium amplexicaule,Leonotisnepetaefolia, Hyptissuaveolens, Hyptis lophanta, Leonurussibiricus, and Stachys arvensis;

weeds of the family Solanaceae:Daturastramonium, Solanum nigrum, Solanumamericanum, Solanum ptycanthum, Solanum sarrachoides, Solanum rostratum,Solanum aculeatissimum, Solanum sisymbriifolium, Solanum carolinense,Physalis angulata, Physalis subglabrata, and Nicandra physaloides;

weeds of the family Scrophulariaceae:Veronica hederaefolia, Veronicapersica, and Veronica arvensis;

weeds of the family Plantaginaceae:Plantago asiatica;

weeds of the family Asteraceae:Xanthium pensylvanicum,Xanthiumoccidentale, Helianthusannuus, Matricaria chamomilla, Matricariaperforate, Chrysanthemum segetum, Matricaria matricarioides, Artemisiaprinceps, Artemisia vulgaris, Artemisia verlotorum, Solidago altissima,Taraxacumofficinale, Galinsoga ciliate, Galinsoga parviflora, Seneciovulgaris, Seneciobrasiliensis, Senecio grisebachii, Conyzabonariensis,ConyzaCanadensis, Ambrosia artemisiaefolia, Ambrosia trifida, Bidenspilosa, Bidens frondosa, Bidens subalternans, Cirsium arvense, Cirsiumvulgare, Silybum marianum, Carduus nutans, Lactuca serriola, Sonchusoleraceus, Sonchus asper, Wedelia glauca, Melampodium perfoliatum,Emilia sonchifolia, Tagetes minuta, Blainvillea latifolia, Tridaxprocumbens, Porophyllum ruderale, Acanthospermum australe,Acanthospermum hispidum, Cardiospermum halicacabum, Ageratum conyzoides,Eupatorium perfoliatum, Eclipta alba, Erechtiteshieracifolia, Gamochaetaspicata, Gnaphalium spicatum, Jaegeria hirta, Parthenium hysterophorus,Siegesbeckia orientalis, and Soliva sessilis;

weeds of the family Liliaceae:Alliumcanadense and Allium vineale;

weeds of the family Commelinaceae:Commelina communis, Commelinabengharensis, and Commelina erecta;

weeds of the family Poaceae:Echinochloa crus-galli, Setaria viridis,Setaria faberi, Setaria glauca, Setaria geniculata, Digitaria ciliaris,Digitaria sanguinalis, Digitaria horizontalis, Digitaria insularis,Eleusine indica, Poa annua, Alospecurus aequalis, Alopecurusmyosuroides, Avena fatua, Sorghum halepense, Sorghum vulgare, Agropyronrepens, Lolium multiflorum, Lolium perenne, Lolium rigidum, Bromussecalinus, Bromus tectorum, Hordeum jubatum, Aegilops cylindrica,Phalaris arundinacea, Phalaris minor, Apera spica-venti,Panicumdichotomiflorum, Panicum texanum, Panicum maximum, Brachiariaplatyphylla, Brachiaria ruziziensis, Brachiaria plantaginea, Brachiariadecumbens, Brachiaria brizantha, Brachiariahumidicola,Cenchrusechinatus, Cenchrus pauciflorus, Eriochloa villosa, Pennisetumsetosum, Chloris gayana, Eragrostis pilosa, Rhynchelitrum repens,Dactyloctenium aegyptium, Ischaemum rugosum, Oryza sativa,Paspalumnotatum, Paspalummaritimum, Pennisetumclandestinum, Pennisetumsetosum, and Rottboellia cochinchinensis;

weeds of the family Cyperaceae:Cyperusmicroiria, Cyperus iria, Cyperusodoratus, Cyperus rotundus, Cyperus esculentus, and Kyllinga gracillima;and

weeds of the family Equisetaceae:Equisetum arvense and Equisetumpalustre; and the like.

In the composition of the present invention, the mixing ratio by weightof the A-type crystal flumioxazin to the compound selected from thegroup B is in a range from 1:0.01 to 1:500, preferably 1:0.05 to 1:200,and more preferably 1:0.1 to 1:100.

The composition of the present invention is usually mixed with a solidcarrier, liquid carrier, or the like and, according to the need,formulated with surfactants and other preparation aids into preparationssuch as an emulsion, water-dispersible powder, suspension, and granule.These preparations each contain the A-type crystal flumioxazin and thecompound selected from the group B in a total amount of usually 0.1 to90% by weight and preferably 1 to 80% by weight.

Examples of the solid carrier used for formulating the composition ofthe present invention include microparticles and granules of compoundssuch as clays (for example, Kaolinite, diatomaceous earth, syntheticwater-containing silicon oxide, Fubasami clay, bentonite, and acidclay), talc, other inorganic minerals (for example, sericite, quartzpowder, sulfur powder, activated carbon, and calcium carbonate), andchemical fertilizers (ammonium sulfate, ammonium phosphate, ammoniumnitrate, ammonium chloride, and urea), and examples of the liquidcarrier include water, alcohols (for example, methanol and ethanol),ketones (for example, acetone, methyl ethyl ketone, and cyclohexanone),aromatic hydrocarbons (for example, toluene, xylene, ethylbenzene, andmethylnaphthalene), non-aromatic hydrocarbons (hexane, cyclohexane, andkerosene), esters (for example, ethyl acetate andbutyl acetate),nitriles (for example, acetonitrile and isobutyronitrile), ethers (forexample, dioxane and diisopropyl ether), acid amides (for example,dimethylformamide and dimethylacetamide), and halogenated hydrocarbons(for example, dichloroethane and trichloroethylene).

Examples of the surfactant used for formulating the composition of thepresent invention include alkyl sulfates, alkyl sulfonates, alkylarylsulfonates, alkyl aryl ethers and polyoxyethylene products thereof,polyethylene glycol ethers, polyhydric alcohol esters, and sugar alcoholderivatives. Examples of the other preparation aids include binders anddispersants such as casein, gelatin, polysaccharides (for example,starch, gum arabic, cellulose derivatives, and alginic acid), ligninderivatives, bentonite, synthetic water-soluble polymers (for example,polyvinyl alcohol, polyvinyl pyrrolidone, and polyacrylic acids), andstabilizers such as PAP (acidic isopropyl phosphate),BHT(2,6-tert-butyl-4-methylphenol), BHA(2-/3-tert-butyl-4-methoxyphenol), vegetable oil, mineral oil, fattyacid, and fatty acid ester.

The composition of the present invention is prepared by formulating eachcomponent into a preparation by the aforementioned preparation methods,followed by mixing each preparation.

The composition of the present invention formulated into a preparationin this manner may be sprayed on soil or plant body either as it is, orafter it is made into a dilute solution by diluting it with water or thelike. The composition of the present invention may be further mixed withother herbicides for use, so that an increase in herbicidal effect isexpected. Also, the composition of the present invention may be furtherused together with, for example, insecticides, germicides, plant growthregulators, fertilizers, and soil conditioners.

The amount of the composition to be used is usually 1 to 3000 g in termsof total amount of each compound/ha though this differs depending on themixing ratio of the A-type crystal flumioxazin to the compound selectedfrom the group B, weather conditions, preparation form, time of use,method of use, place of use, weeds to be controlled, and object crop.When the composition of the present invention is used in the form ofemulsion, water-dispersible powder, suspension, or the like, a specifiedamount of the emulsion, water-dispersible powder, suspension, or thelike is usually diluted with 100 to 2000 L/ha for use. Also, when thecomposition of the present invention is used to perform stem leavestreatment of weeds, adjuvants are added to the dilute solution of thecomposition of the present invention in order to increase the herbicidaleffect against weeds.

Weeds or places where weeds are expected to grow are treated with thecomposition of the present invention. Examples of the treatment of weedsinclude treatment of weeds themselves and treatment of soil after weedsgrow. The treatment of the place where weeds are expected to growincludes treatment of the surface of soil before weeds grow. Also,examples of the method of controlling weeds according to the presentinvention include methods in which the A-type crystal flumioxazin andthe compound selected from the group B are applied separately to weedsor places where weeds are expected to grow.

The following aspects are given as examples of the method of treatmentwith the compound of the present invention:

a method in which the compound of the present invention is sprayed onthe surface of soil before crops are sowed and before weeds grow;

a method in which the compound of the present invention is sprayed onthe surface of soil before crops are sowed and after weeds grow;

a method in which the compound of the present invention is sprayed onweeds before crops are sowed and after the weeds grow;

a method in which the compound of the present invention is sprayed onthe surface of soil after crops are sowed but before they germinate, andbefore weeds grow;

a method in which the compound of the present invention is sprayed onthe surface of soil after crops are sowed but before they germinate, andafter weeds grow;

a method in which the compound of the present invention is sprayed onweeds after crops are sowedbut before they germinate, and after theweeds grow;

a method in which the compound of the present invention is sprayed onthe surface of soil in the presence of crops before germination ofweeds;

a method in which the compound of the present invention is sprayed onthe surface of soil in the presence of crops after weeds grow; and/or

a method in which the compound of the present invention is sprayed onthe surface of soil in the presence of crops after germination of theweeds.

EXAMPLES

Hereinbelow, the present invention will be described in detail by way ofexamples, but the present invention is not limited to these examples.

PRODUCTION EXAMPLE

Production Examples of A-type crystal flumioxazin used in the method ofthe present invention will be shown below.

Production Example 1

Flumioxazin (100 mg) was dissolved in methylisobutylketone at 60° C. soas to adjust its concentration to 10.1 mg/mL. The solvent was rapidlycooled to 0° C., followed by being left to stand to obtain A-typecrystals.

By X′Pert Pro MPD (manufactured by Nederland PANalytical B.V.), a powderX-ray diffraction pattern of the obtained crystals was measured for eachcrystal at a scanning range from 2.0° to 40.0° (2θ) using CuKa rays (40kV, 30 mA).

The pattern of the obtained crystals had the peaks with as 2θ values asshown in Table 2.

TABLE 2 Relative 2θ value (°) d value (Å) intensity (%) 9.8 9.0179 61.111.4 7.7556 13.1 12.7 6.9645 100.0 13.8 6.4117 24.1 16.0 5.5347 37.916.4 5.4006 32.4 16.7 5.3042 29.1

PREPARATION EXAMPLES

Preparation Examples will be shown below. Here, the parts representparts by weight.

Preparation Example 1

A-type crystal flumioxazin (1 part), a glyphosate-isopropylamine salt(20 parts), polyoxyethylene sorbitan monooleate (3 parts), CMC(carboxymethyl cellulose, the same shall apply hereinbelow) (3 parts),and water (73 parts) are mixed with one another and the mixture iswet-milled to the extent that it has a grain size of 5 micrometer orless to obtain a suspension.

Preparation Example 2

A-type crystal flumioxazin (1 part), a glufosinate-ammonium salt (20parts), polyoxyethylenesorbitan monooleate (3 parts), CMC (3 parts), andwater (73 parts) are mixed with one another and the mixture iswet-milled to the extent that it has a grain size of 5 micrometer orless to obtain a suspension.

Preparation Example 3

A-type crystal flumioxazin (0.2 parts), a 2,4-D isopropylamine salt (4parts), polyoxyethylene sterylphenyl ether (14 parts), calciumdodecylbenzenesulfonate (6 parts), xylene (30 parts), andN,N-dimethylformamide (45.8 parts) are mixed to obtain an emulsion.

Preparation Example 4

A-type crystal flumioxazin (0.2 parts), dicamba-glycolammonium (4parts), polyoxyethylenesterylphenyl ether (14 parts), calciumdodecylbenzenesulfonate (6 parts), xylene (30 parts), andN,N-dimethylformamide (45.8 parts) are mixed to obtain an emulsion.

Preparation Example 5

A-type crystal flumioxazin (0.5 parts), cloransulam-methyl (0.8 parts),polyoxyethylene sterylphenyl ether (14 parts), calciumdodecylbenzenesulfonate (6 parts), xylene (30 parts), andN,N-dimethylformamide (48.7 parts) are mixed to obtain an emulsion.

Preparation Example 6

A-type crystal flumioxazin (3 parts), pyroxasulfone (4 parts), sodiumlaurylsulfate (2 parts), and synthetic water-containing silicon oxide(91 parts) are thoroughly milled and mixed to obtain a hydrate.

Preparation Example 7

A-type crystal flumioxazin (30 parts), chlorimuron-ethyl (10 parts),sodium laurylsulfate (2 parts), and synthetic water-containing siliconoxide (58 parts) are thoroughly milled and mixed to obtain a hydrate.

Preparation Example 8

A-type crystal flumioxazin (3 parts), chlorimuron-ethyl (1part),pyroxasulfone(4parts),sodiumlaurylsulfate(2parts), and syntheticwater-containing silicon oxide (90 parts) are thoroughly milled andmixed to obtain a hydrate.

Preparation Example 9

A-type crystal flumioxazin (2 parts), metribuzin (10 parts), sodiumlaurylsulfate (2 parts), and synthetic water-containing silicon oxide(86 parts) are thoroughly milled and mixed to obtain a hydrate.

Preparation Example 10

A-type crystal flumioxazin (10 parts), isoxaflutole (10 parts), sodiumlaurylsulfate (2 parts), and synthetic water-containing silicon oxide(78 parts) are thoroughly milled and mixed to obtain a hydrate.

Preparation Example 11

A-type crystal flumioxazin (10 parts), mesotrione (10 parts), sodiumlaurylsulfate (2 parts), and synthetic water-containing silicon oxide(78 parts) are thoroughly milled and mixed to obtain a hydrate.

Preparation Example 12

A-type crystal flumioxazin (10 parts), tembotrione (10 parts), sodiumlaurylsulfate (2 parts), and synthetic water-containing silicon oxide(78 parts) are thoroughly milled and mixed to obtain a hydrate.

Preparation Example 13

A-type crystal flumioxazin (2 parts), an imazethapyr-ammonium salt (20parts), polyoxyethylenesorbitan monooleate (3 parts), CMC (3 parts), andwater (72 parts) are mixed with one another and the mixture iswet-milled to the extent that it has a grain size of 5 micrometer orless to obtain a suspension.

Preparation Example 14

A-type crystal flumioxazin(lpart),saflufenacil (lpart), aglyphosate-isopropylamine salt (20 parts), polyoxyethylene sorbitanmonooleate (3 parts), CMC (3 parts), and water (72 parts) are mixed withone another and the mixture is wet-milled to the extent that it has agrain size of 5 micrometer or less to obtain a suspension.

TEST EXAMPLES

In Test Examples, the herbicidal effect is evaluated as follows.

[Herbicidal Effect]

In the evaluation of the herbicidal effect, the germination or growthcondition of each test weed in a treated area is compared with that inan untreated area and when there is no or almost no difference ingermination or growth condition between the treated area and theuntreated area at the time of investigation, the case is given “0”, andwhen the test plant perfectly withers and dies, or the germination orgrowth of the plant is perfectly restricted at the time ofinvestigation, the case is given “100”, thereby grading each samplebetween 0 to 100.

Example 1

Weeds are sowed in a plastic pot filled with soil. A mixture solution ofA-type crystal flumioxazin and a glyphosate-isopropylamine salt isuniformly sprayed from above germinated plants three weeks after theweeds are sowed. After the mixture solution is sprayed, soybean, peanut,corn, cotton, or wheat is sowed and the pot is brought in a greenhouse.As a result, high herbicidal effect is found.

Example 2

Weeds are sowed in a plastic pot filled with soil. A mixture solution ofA-type crystal flumioxazin and a glyphosate-potassium salt is uniformlysprayed from above germinated plants three weeks after the weeds aresowed. After the mixture solution is sprayed, soybean, peanut, corn,cotton, or wheat is sowed and the pot is brought in a greenhouse. As aresult, high herbicidal effect is found.

Example 3

Weeds are sowed in a plastic pot filled with soil. A mixture solution ofA-type crystal flumioxazin and a glufosinate-ammonium salt is uniformlysprayed from above germinated plants three weeks after the weeds aresowed. After the mixture solution is sprayed, soybean, peanut, corn,cotton, or wheat is sowed and the pot is brought in a greenhouse. As aresult, high herbicidal effect is found.

Example 4

Weeds are sowed in a plastic pot filled with soil. A mixture solution ofA-type crystal flumioxazin and a dicamba-glycolamine salt is uniformlysprayed onto the surface of the soil or from above germinated plants onthe day when or three weeks after the weeds are sowed. After the mixturesolution is sprayed, corn is sowed and the pot is brought in agreenhouse. As a result, high herbicidal effect is found.

Example 5

Weeds are sowed in a plastic pot filled with soil. A mixture solution ofA-type crystal flumioxazin and a dicamba-dimethylammonium salt isuniformly sprayed onto the surface of the soil or from above germinatedplants on the day when or three weeks after the weeds are sowed. Afterthe mixture solution is sprayed, corn is sowed and the pot is brought ina greenhouse. As a result, high herbicidal effect is found.

Example 6

Weeds are sowed in a plastic pot filled with soil. A mixture solution ofA-type crystal flumioxazin and a 2,4-D isopropylamine salt is uniformlysprayed from above germinated plants three weeks after the weeds aresowed. After the mixture solution is sprayed, corn is sowed and the potis brought in a greenhouse. As a result, high herbicidal effect isfound.

Example 7

Soybeans and weeds are sowed in a plastic pot filled with soil. Then, amixture solution of A-type crystal flumioxazin and chlorimuron-ethyl isuniformly sprayed onto the surface of the soil on the day when thesoybeans and weeds are sowed. After the mixture solution is sprayed, thepot is brought in a greenhouse . As a result, high herbicidal effect isfound.

Example 8

Soybeans and weeds are sowed in a plastic pot filled with soil. Then, amixture solution of A-type crystal flumioxazin and cloransulam-methyl isuniformly sprayed onto the surface of the soil on the day when thesoybeans and weeds are sowed. After the mixture solution is sprayed, thepot is brought in a greenhouse. As a result, high herbicidal effect isfound.

Example 9

Soybeans and weeds are sowed in a plastic pot filled with soil. Then, amixture solution of A-type crystal flumioxazin and metribuzin isuniformly sprayed onto the surface of the soil on the day when thesoybeans and weeds are sowed. After the mixture solution is sprayed, thepot is brought in a greenhouse. As a result, high herbicidal effect isfound.

Example 10

Soybeans and weeds are sowed in a plastic pot filled with soil. Then, amixture solution of A-type crystal flumioxazin and pyroxasulfone isuniformly sprayed onto the surface of the soil on the day when thesoybeans and weeds are sowed. After the mixture solution is sprayed, thepot is brought in a greenhouse . As a result, high herbicidal effect isfound.

Example 11

Soybeans and weeds are sowed in a plastic pot filled with soil. Then, amixture solution of A-type crystal flumioxazin, chlorimuron-ethyl andpyroxasulfone is uniformly sprayed onto the surface of the soil on theday when the soybeans and weeds are sowed. After the mixture solution issprayed, the pot is brought in a greenhouse. As a result, highherbicidal effect is found.

Example 12

Soybeans and weeds are sowed in a plastic pot filled with soil. Then, amixture solution of A-type crystal flumioxazin and animazethapyr-ammonium salt is uniformly sprayed onto the surface of thesoil on the day when the soybeans and weeds are sowed. After the mixturesolution is sprayed, the pot is brought in a greenhouse. As a result,high herbicidal effect is found.

Example 13

Sugarcane and weeds are sowed in a plastic pot filled with soil. Then, amixture solution of A-type crystal flumioxazin and ametryne is uniformlysprayed onto the surface of the soil on the day when the soybeans andweeds are sowed. After the mixture solution is sprayed, the pot isbrought in a greenhouse. As a result, high herbicidal effect is found.

Example 14

Weeds are sowed in a plastic pot filled with soil. Then, a mixturesolution of A-type crystal flumioxaz in and isoxaflutole is uniformlysprayed onto the surface of the soil on the day when the weeds aresowed. After the mixture solution is sprayed, corn is sowed and the potis brought in a greenhouse . Asa result, high herbicidal effect isfound.

Example 15

Weeds are sowed in a plastic pot filled with soil. Then, a mixturesolution of A-type crystal flumioxazin and mesotrione is uniformlysprayed onto the surface of the soil on the day when the weeds aresowed. After the mixture solution is sprayed, corn is sowed and the potis brought in a greenhouse . Asa result, high herbicidal effect isfound.

Example 16

Weeds are sowed in a plastic pot filled with soil. Then, a mixturesolution of A-type crystal flumioxaz in and tembotrione is uniformlysprayed onto the surface of the soil on the day when the weeds aresowed. After the mixture solution is sprayed, corn is sowed and the potis brought in a greenhouse . Asa result, high herbicidal effect isfound.

Example 17

Weeds are sowed in a plastic pot filled with soil. Then, a mixturesolution of A-type crystal flumioxazin, saflufenacil, and aglyphosate-potassium salt is uniformly sprayed on the surface of thesoil three weeks after the weeds are sowed. After the mixture solutionis sprayed, soybean, peanut, corn, cotton, and wheat are sowed and thepot is brought in a greenhouse. As a result, high herbicidal effect isfound.

Example 18

A mixture solution of A-type crystal flumioxazin and aglyphosate-isopropyl salt is uniformly sprayed onto the surface of soilin a pot where grapes, Citrus unshiu, peaches, or almonds arecultivated. The plants are grown in the open. As a result, highherbicidal effect is found.

Example 19

A mixture solution of A-type crystal flumioxazin and aglyphosate-potassium salt is uniformly sprayed onto the surface of soilin a pot where grapes, Citrus unshiu, peaches, or almonds arecultivated. The plants are grown in the open. As a result, highherbicidal effect is found.

Example 20

A mixture solution of A-type crystal flumioxazin and aglufosinate-ammonium salt is uniformly sprayed onto the surface of soilin a pot where grapes, Citrus unshiu, peaches, or almonds arecultivated. The plants are grown in the open. As a result, highherbicidal effect is found.

According to the present invention, a wide range of weeds can becontrolled in a crop field, land under perennial crops, or non-cropland.

1. A composition comprising crystal of flumioxazin which shows a powderX-Ray diffraction pattern having diffraction peaks with 2θ values (°)shown in Table 1, said pattern being obtained by CuKa rays diffractionanalysis, TABLE 1 2θ value (°)  9.8 ± 0.1 11.4 ± 0.1 12.7 ± 0.1 13.8 ±0.1 16.0 ± 0.1 16.4 ± 0.1 16.7 ± 0.1

and one or more herbicidal compounds selected from the group B: Group B:B-1. Acetolactic acid synthase inhibitors; B-2. Acetyl CoA carboxylaseinhibitors; B-3. Protoporphyrinogen IX oxidase inhibitors; B-4.4-Hydroxyphenylpyrubic acid dioxygenase inhibitors; B-5. Phytoenedesaturase inhibitors; B-6. Photosystem II inhibitors; B-7.Very-long-chain fatty acid synthesis inhibitors; B-8. Tubulin synthesisinhibitors; B-9. Auxin type herbicides; B-11. Glutamine synthetaseinhibitors; and B-12. Other herbicides.
 2. The weed control compositionaccording to claim 1, wherein the compound of the group B is thefollowing compound: B-1. Acetolactic acid synthase Inhibitors:Pyrithiobac, pyrithiobac-sodium salt, pyriminobac, pyriminobac-methyl,bispyribac, bispyribac sodium salt, pyribenzoxim, pyrimisulfan,pyriftalid, triafamone,amidosulfuron,azimsulfuron,bensulfuron,bensulfuron-methyl, chlorimuron,chlorimuron-ethyl, cyclosulfamuron, ethoxysulfuron, flazasulfuron,flucetosulfuron, flupyrsulfuron, flupyrsulfuron methyl-sodium,foramsulfuron, halosulfuron, halosulfuron-methyl, imazosulfuron,mesosulfuron, mesosulfuron-methyl, metazosulfuron, nicosulfuron,orthosulfamuron, oxasulfuron, primisulfuron, primisulfuron-methyl,propyrisulfuron, pyrazosulfuron, pyrazosulfuron-ethyl, rimsulfuron,sulfometuron, sulfometuron-methyl, sulfosulfuron,trifloxysulfuron-sodium salt, trifloxysulfuron, chlorsulfuron,cinosulfuron, ethametsulfuron, ethametsulfuron-methyl, iodosulfuron,iodosulfuron-methyl-sodium, iofensulfuron, iofensulfuron-sodium,metsulfuron, metsulfuron-methyl, prosulfuron, thifensulfuron,thifensulfuron-methyl, triasulfuron, tribenuron, tribenuron-methyl,triflusulfuron, triflusulfuron-methyl, tritosulfuron, bencarbazone,flucarbazone, flucarbazone-sodium salt, ipfencarbazone,propoxycarbazone, propoxycarbazone-sodium salt, thiencarbazone,thiencarbazone-methyl, cloransulam, cloransulam-methyl, diclosulam,florasulam, flumetsulam, metosulam, penoxsulam, pyroxsulam,imazamethabenz, imazamethabenz-methyl, imazamox, imazamox-ammonium salt,imazapic, imazapic-ammonium salt, imazapyr, imazapyr-isopropylammoniumsalt, imazaquin, imazaquin-ammoniumsalt, imazethapyr, andimazethapyr-ammonium salt; B-2. Acetyl CoA carboxylase inhibitors:Clodinafop, clodinafop-propargyl, cyhalofop, cyhalofop-butyl, diclofop,diclofop-methyl, fenoxaprop, fenoxaprop-ethyl, fenoxaprop-P,fenoxaprop-P-ethyl, fluazifop, fluazifop-butyl, fluazifop-P,fluazifop-P-butyl, haloxyfop,haloxyfop-methyl,haloxyfop-P,haloxyfop-P-methyl,metamifop,propaquizafop, quizalofop, quizalofop-ethyl, quizalofop-P,quizalofop-P-ethyl, alloxydim, clethodim, sethoxydim, tepraloxydim,tralkoxydim, and pinoxaden; B-3. Protoporphyrinogen IX oxidaseinhibitors: Azafenidin, oxadiazone, oxadiargyl, carfentrazone,carfentrazone-ethyl, saflufenacil, cinidon, cinidon-ethyl,sulfentrazone, pyraclonil, pyraflufen, pyraflufen-ethyl, butafenacil,fluazolate, fluthiacet, fluthiacet-methyl, flufenpyr, flufenpyr-ethyl,flumiclorac, flumiclorac-pentyl, pentoxazone, oxyfluorfen, acifluorfen,aclonifen, chlomethoxynil, chloronitrofen, nitrofen, bifenox,fluoroglycofene, fluoroglycofene-ethyl, fomesafen, fomesafen-sodiumsalt, lactofen, and compounds represented by the formula (I):

B-4. 4-Hydroxyphenylpyrubic acid dioxygenase inhibitors: Benzobicyclon,bicyclopyrone, mesotrione, sulcotrione, tefuryltrione, tembotrione,isoxachlorotole, isoxaflutole, benzofenap, pyrasulfotole, pyrazolynate,pyrazoxyfen, and topramezone; B-5. Phytoene desaturase inhibitors:Diflufenican, picolinafen, beflubutamid, norflurazon, fluridone,flurochloridone, and flurtamone; B-6. Photosystem II inhibitors:Ioxynil, ioxynil octanoate, bentazone, pyridate, bromoxynil, bromoxyniloctanoate, chlorotoluron, dimefuron, diuron, linuron, fluometuron,isoproturon, isouron, tebuthiuron, benzthiazuron, methabenzthiazuron,propanil, metobromuron, metoxuron, monolinuron, siduron, simazine,atrazine, propazine, cyanazine, ametryne, simetryn, dimethametryn,prometryn, terbumeton, terbuthylazine, terbutryn, trietazine,hexazinone, metamitron, metribuzin, amicarbazone, bromacil, lenacil,terbacil, chloridazon, desmedipham, and phenmedipham; B-7.Very-long-chain fatty acid synthase inhibitors: Propachlor, metazachlor,alachlor, acetochlor, metolachlor, S-metolachlor, butachlor,pretilachlor, thenylchlor, indanofan, cafenstrole, fentrazamide,dimethenamid, dimethenamid-P, mefenacet, pyroxasulfone, fenoxasulfone,naproanilide, anilofos, and flufenacet; B-8. Tubulin synthesisinhibitors: Trifluralin, pendimethalin, ethafluralin, benfluralin,prodiamine, indaziflam, triaziflam, butamifos, dithiopyr, and thiazopyr;B-9. Auxin type herbicides: Dicamba and a salt thereof (diglycolaminesalt, dimethylammoniumsalt, isopropylammoniumsalt, potassium salt,sodium salt, and choline salt), 2, 4-D and a salt or ester thereof(butotyl ester, dimethylammonium salt, diolamine salt, ethylhexyl ester,isooctyl ester, isopropylammonium salt, sodium salt, andtriisopropanolamine salt), 2,4-DB and a salt or ester thereof(dimethylammonium salt, isooctyl ester, and choline salt), MCPA and asalt or ester thereof (dimethylammonium salt, 2-ethylhexylester,isooctyl ester, sodium salt, and choline salt), MCPB, mecoprop and asalt or ester thereof (dimethylammonium salt, diolamine salt, ethadylester, 2-ethylhexyl ester, isooctyl ester, methyl ester, potassiumsalt,sodium salt, tololamine salt, and choline salt), mecoprop-P and a saltor ester thereof (dimethylammonium salt, 2-ethylhexyl ester, isobutylsalt, potassium salt, and choline salt), dichlorprop and a salt or esterthereof (butotyl ester, dimethylammonium salt, 2-ethylhexyl ester,isooctyl ester, methyl ester, potassium salt, sodium salt, and cholinesalt), dichlorprop-P, dichlorprop-P dimethylammonium, triclopyr and asalt or ester thereof (butotyl ester and triethylammonium salt),fluroxypyr, fluroxypyr-meptyl, picloram and a salt thereof (potassiumsalt, triisopanolammonium salt, and choline salt), quinclorac,quinmerac, aminopyralid and a salt thereof (potassium salt,triisopanolammonium salt, and choline salt), clopyralid and a saltthereof (olamine salt, potassium salt, triethylammonium salt, andcholine salt), and clomeprop; B-11. Glutamine synthetase inhibitors:Glufosinate, glufosinate-ammonium salt, glufosinate-P,qlufosinate-P-sodium salt, and bialaphos; B-12. Other herbicides:Isoxaben, dichlobenil, methiozolin, diallate, butyrate, triallate,chlorpropham, asulam, phenisopham, benthiocarb, molinate, esprocarb,pyributicarb, prosulfocarb, orbencarb, EPTC, dimepiperate, Swep,aminocyclopyrachlor, aminocyclopyrachlor-methyl,aminocyclopyrachlor-potassium, difenoxuron, methyl dymron, bromobutide,dymron, cumyluron, diflufenzopyr, etobenzanid, tridiphane, amitrole,fenchlorazole, clomazone, maleic hydrazide, oxaziclomefone, cinmethylin,benfuresate, ACN, dalapon, chlorthiamid, flupoxam, bensulide, paraquat,paraquat-dichloride, diquat, and diquat-dibromide.
 3. The weed controlcomposition according to claim 1, wherein the compound of the group B isa glufosinate-ammonium salt.
 4. The weed control composition accordingto claim 1, wherein the compound of the group B is chlorimuron-ethyl. 5.The weed control composition according to claim 1, wherein the compoundof the group B is cloransulam-methyl.
 6. The weed control compositionaccording to claim 1, wherein the compound of the group B ispyroxasulfone.
 7. The weed control composition according to claim 1,wherein the compound of the group B is a compound selected from dicamba,a dicamba-diglycolamine salt, a dicamba-dimethylammonium salt, adicamba-isopropylammonium salt, a dicamba-potassium salt, adicamba-sodium salt, and a dicamba-choline salt.
 8. The weed controlcomposition according to claim 1, wherein the compound of the group B isa compound selected from a 2,4-D, 2,4-D butotyl ester, a 2,4-Ddimethylammonium salt, a 2,4-D diolamine salt, a 2,4-D ethylhexyl ester,a 2,4-D isooctyl ester, a 2,4-D isopropylammonium salt, a 2,4-D sodiumsalt, and a 2,4-D triisopropanolammonium salt.
 9. The weed controlcomposition according to claim 1, wherein the compound of the group B isan imazethapyr-ammonium salt.
 10. The weed control composition accordingto claim 1, wherein the compound of the group B is metribuzin.
 11. Theweed control composition according to claim 1, wherein the compound ofthe group B is isoxaflutole.
 12. The weed control composition accordingto claim 1, wherein the compound of the group B is mesotrione.
 13. Theweed control composition according to claim 1, wherein the compound ofthe group B is tembotrione.
 14. The weed control composition accordingto claim 1, wherein the compound of the group B is ametryne.
 15. Amethodof controlling weeds, the method comprising applying an effective amountof crystal of flumioxazin defined in claim 1 and one or more herbicidalcompounds selected from the above group B defined in claim 1 to soilwhere the weeds are grown or to be grown, or weeds.
 16. The methodaccording to any one of claim 15, which is a method of controlling weedsin a crop field, land under perennial crops, or non-crop land.
 17. Themethod according to claim 16, wherein the crop field is a field forsoybean, peanut, corn, cotton, wheat, or sugarcane.
 18. The methodaccording to claim 16, wherein the land under perennial crops is anorchard.